Deals on vacations and trips to Castiglione della Pescaia

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Castiglione della Pescaia flight + hotel vacation packages

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Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was $1,457, price is now $1,067 per person
$1,067
per person
Dec 12 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $2,252, price is now $1,643 per person
$1,643
per person
Dec 27 - Dec 31
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Historic Centre of Florence
Price was $1,501, price is now $1,123 per person
$1,123
per person
Dec 12 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was $1,633, price is now $1,231 per person
$1,231
per person
Dec 12 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Guests will appreciate free perks like buffet breakfast and WiFi in public areas.
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was $1,682, price is now $1,292 per person
$1,292
per person
Dec 12 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Top Castiglione della Pescaia hotels deals

Hotel L'Approdo

Hotel L'Approdo

4 out of 5
Via Ponte Giorgini 29 Castiglione della Pescaia GR
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $104 total per night
$104 total
Oct 30 - Oct 31
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
L'Andana

L'Andana

5 out of 5
Tenuta La Badiola Castiglione della Pescaia GR
Free Cancellation
Reserve now, pay when you stay
$424 nightly
The price is $477 total per night
$477 total
Oct 13 - Oct 14
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and mini golf, and complimentary bicycles are available on site. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

4 out of 5
Località Riva Del Sole Castiglione della Pescaia GR
$225 nightly
The price is $253 total per night
$253 total
Oct 10 - Oct 11
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Pool
Camping Maremma Sans Souci

Camping Maremma Sans Souci

3 out of 5
Località Casa Mora Castiglione della Pescaia GR
Free Cancellation
Reserve now, pay when you stay
$30 nightly
The price is $35 total per night
$35 total
Oct 7 - Oct 8
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free campground. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Pet friendly
Parking included
Gallia Palace Hotel

Gallia Palace Hotel

5 out of 5
Via Della Sughere Castiglione della Pescaia GR
Get rates
This luxury hotel features a full-service spa, a marina, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Families will appreciate the playground, barbecue grills, and in-room childcare.
Pool
Breakfast included
PuntAla Camp & Resort

PuntAla Camp & Resort

4 out of 5
Punta Ala Castiglione della Pescaia GR
Get rates
A private beach, 2 restaurants, and 2 outdoor tennis courts are all featured at this campground. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free kid's club, playground, and arcade/game room.
Kitchen
Parking included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Castiglione della Pescaia attractions

Golf Club Punta Ala

9.0/10 (17 reviews)
Enjoy a round of golf in Punta Ala at Golf Club Punta Ala. Stroll along the marina or discover the area's countryside.
See properties

Frequently asked questions

How much are vacation packages to Castiglione della Pescaia?
You can find a great flight and hotel bundle for as low as $1,067. With one of our Travelocity vacation packages, a trip to Castiglione della Pescaia has never looked more irresistible! Save your time and cash and then start packing those bags.
Where can I get the best vacation package deals for Castiglione della Pescaia?
You'll find an amazing range of Castiglione della Pescaia package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, putting together your dream vacation will be a piece of cake.
Why should I book my Castiglione della Pescaia vacation package via Travelocity?
Travel is all about making cherished new memories and forgetting all your worries — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.
Will I save money on my Castiglione della Pescaia car rental if I combine it with hotels and flights?
With a Castiglione della Pescaia vacation package, you can combine your hotel, car and flight bookings and save tons. If you're in the mood to uncover the best of this exciting city, why not check out St. Peters Basilica? This renowned attraction is 100 mi from Castiglione della Pescaia. With your own rental car, you'll be there in a jiffy.
What is the best time of year to go to Castiglione della Pescaia?
If you'd rather avoid expensive airfares, huge crowds and packed hotels, arrange your trip outside of May, June and August. The quietest time to travel around Castiglione della Pescaia is October, November and December. You'll find hotel rates are the highest in and the cheapest in .
What is there to do in Castiglione della Pescaia?
You'll sense a particular magic in the air as you stroll through the streets of Castiglione della Pescaia. Golf Club Punta Ala and Punta Ala Marina are just two landmarks that entice visitors to this wonderful city, so put them on your itinerary.
Where should I stay when visiting Castiglione della Pescaia?
If you're after a place to spend your nights, take a look at the Cav Approdo. It's the top choice for many travelers.

Photos of local treasures

Browse Castiglione della Pescaia vacation photos for more inspiration

A beach with sun loungers and umbrellas, a castle on a hill, and buildings in the background.
A historic stone castle atop a hill with surrounding trees and residential buildings.
A coastal town with a marina, buildings, and a river.
A coastal marina with boats docked, a pier extending into the water, and buildings with red-tiled roofs.
A coastal town with a prominent church tower, a river, and a beach.